GB976737A - Organo tin compounds - Google Patents
Organo tin compoundsInfo
- Publication number
- GB976737A GB976737A GB10680/63A GB1068063A GB976737A GB 976737 A GB976737 A GB 976737A GB 10680/63 A GB10680/63 A GB 10680/63A GB 1068063 A GB1068063 A GB 1068063A GB 976737 A GB976737 A GB 976737A
- Authority
- GB
- United Kingdom
- Prior art keywords
- catalyst
- tin
- hydride
- reaction
- reactants
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 Organo tin compounds Chemical class 0.000 title abstract 3
- 239000003054 catalyst Substances 0.000 abstract 12
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 abstract 7
- 150000004678 hydrides Chemical class 0.000 abstract 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- 238000010438 heat treatment Methods 0.000 abstract 4
- 239000000376 reactant Substances 0.000 abstract 4
- 150000001336 alkenes Chemical class 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 3
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 abstract 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 abstract 2
- WTUNIDHBATXPCT-UHFFFAOYSA-N 2-methylpropylstannane Chemical compound C(C(C)C)[SnH3] WTUNIDHBATXPCT-UHFFFAOYSA-N 0.000 abstract 2
- VTTSDRCSFUAZOE-UHFFFAOYSA-N 3-ethenylhepta-1,3-diene Chemical compound CCCC=C(C=C)C=C VTTSDRCSFUAZOE-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 2
- 229910010084 LiAlH4 Inorganic materials 0.000 abstract 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 abstract 2
- 229910000091 aluminium hydride Inorganic materials 0.000 abstract 2
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 abstract 2
- 238000004508 fractional distillation Methods 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 238000011065 in-situ storage Methods 0.000 abstract 2
- 239000012442 inert solvent Substances 0.000 abstract 2
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- KXCAEQNNTZANTK-UHFFFAOYSA-N stannane Chemical compound [SnH4] KXCAEQNNTZANTK-UHFFFAOYSA-N 0.000 abstract 2
- 229910000083 tin tetrahydride Inorganic materials 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- KTRQRAQRHBLCSQ-UHFFFAOYSA-N 1,2,4-tris(ethenyl)cyclohexane Chemical compound C=CC1CCC(C=C)C(C=C)C1 KTRQRAQRHBLCSQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004912 1,5-cyclooctadiene Substances 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- WCOXDAZXJKCQGG-UHFFFAOYSA-N diethylstannane Chemical compound CC[SnH2]CC WCOXDAZXJKCQGG-UHFFFAOYSA-N 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 150000005671 trienes Chemical class 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/12—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing tin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/2208—Compounds having tin linked only to carbon, hydrogen and/or halogen
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/929—Special chemical considerations
- Y10S585/93—Process including synthesis of nonhydrocarbon intermediate
- Y10S585/931—Metal-, Si-, B-, or P-containing, e.g. Grignard
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Organotin compounds are prepared by reacting organotin hydrides with olefinically unsaturated hydrocarbons in the presence of a catalyst consisting of AlH3, a complex Al hydride e.g. LiAlH4 or Mg(AlH4)2, or an alkyl Al hydride, e.g. diisobutyl or diethyl Al hydride. The latter may be formed in situ from a trialkyl Al compound, e.g. triisobutyl or trioctyl Al. The starting materials may contain aliphatic, cycloaliphatic, or aromatic radicals, and organotin mono-, di-, or tri-hydrides may be used. 1-15 % mole of the catalyst is used, based on the tin. Reaction may be effected, e.g. in an inert solvent such as toluene, octane, cyclohexane and hydrocarbon mixtures, by mixing the reactants and catalyst and heating to 180 DEG C., or by heating the catalyst with the olefin and adding the tin hydride dropwise at the rate of its consumption. After reaction, the catalyst may be hydrolysed or oxidized and removed by shaking with water, acid, or alkali, or by fractional distillation, or the product may be distilled off and the catalyst recovered.ALSO:Organo-tin polymers are prepared by reacting a diene or triene with an organo-tin di- or tri hydride in the presence of a catalyst consisting of AlH3, a complex Al hydride, e.g. LiAlH4 or Mg(AlH4)2, or an alkyl Al hydride. The latter may be formed in situ from a trialkyl Al compound. The reactants may contain aliphatic, cycloaliphatic or aromatic radicals. Stoichiometric amounts of reactants are used, or an excess of olefin may provide the polymer with unsaturated groups. 1-15 mole per cent of the catalyst is used, based on the tin. Reaction may be effected, e.g., in an inert solvent such as toluene, octane, cyclohexane, and hydrocarbon mixtures, by mixing the reactants and catalyst and heating to 180 DEG C., or by heating the catalyst with the olefin and adding the tin hydride dropwise at the rate of its consumption. After reaction, the catalyst may be hydrolysed or oxidised and removed by shaking with water, acid or alkali, or by fractional distillation, or the product may be distilled off and the catalyst recovered. Examples describe the reaction of di-n-butyl tin dihydride with 1,2,4-trivinyl cyclohexane (Example 8), 1, 7-octadiene (9, 10 and 11), and 1, 5-cyclooctadiene (12); diethyl tin dihydride with divinyl pentene (7); isobutyl tin trihydride with 1, 7-octadiene (14); and a mixture of di-n-butyl tin dihydride and iso-butyl tin trihydride with 1, 7-octadiene.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEST18985A DE1198362B (en) | 1962-03-20 | 1962-03-20 | Process for the production of organic tin compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB976737A true GB976737A (en) | 1964-12-02 |
Family
ID=7458056
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10680/63A Expired GB976737A (en) | 1962-03-20 | 1963-03-18 | Organo tin compounds |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3256253A (en) |
| BE (1) | BE629783A (en) |
| DE (1) | DE1198362B (en) |
| GB (1) | GB976737A (en) |
| NL (2) | NL130772C (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3497537A (en) * | 1967-09-19 | 1970-02-24 | United States Borax Chem | Organotin dioxaborinane compounds |
| US3519666A (en) * | 1968-02-09 | 1970-07-07 | Gulf Research Development Co | Triorganotin derivatives of cyclic compounds |
| US4260552A (en) * | 1974-12-26 | 1981-04-07 | Uniroyal, Inc. | Tetrasubstituted organotin compounds |
| US4054029A (en) * | 1975-12-29 | 1977-10-18 | The United States Of America As Represented By The Secretary Of The Army | Nuclear blast-resistant rocket motor cases |
| US4910178A (en) * | 1988-09-30 | 1990-03-20 | Texas Alkyls, Inc. | Olefin polymerization or copolymerization catalyst components |
| GB0309010D0 (en) * | 2003-04-22 | 2003-05-28 | Univ Manchester | Polymer networks |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1153748B (en) * | 1960-10-05 | 1963-09-05 | Basf Ag | Process for the preparation of cyclic tin alkylene compounds |
-
0
- NL NL290448D patent/NL290448A/xx unknown
- BE BE629783D patent/BE629783A/fr unknown
- NL NL130772D patent/NL130772C/xx active
-
1962
- 1962-03-20 DE DEST18985A patent/DE1198362B/en active Pending
-
1963
- 1963-03-18 US US266054A patent/US3256253A/en not_active Expired - Lifetime
- 1963-03-18 GB GB10680/63A patent/GB976737A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1198362B (en) | 1965-08-12 |
| US3256253A (en) | 1966-06-14 |
| BE629783A (en) | 1900-01-01 |
| NL130772C (en) | 1900-01-01 |
| NL290448A (en) | 1900-01-01 |
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